Study on synthesis of some substituted N-propargyl isatins by propargylation reaction of corresponding isatins using potassium carbonate as base under ultrasound- and microwave-assisted conditions

3D-Printing of Capsule Devices as Compartmentalization Tools for Supported Reagents in the Search of Antiproliferative Isatins

“…The synthetic route to access new isatin-derived series 2 and 3 is shown in Scheme 3 . The starting isatins were alkylated with propargyl bromide, benzyl bromide, or 4-iodo-benzyl bromide to provide the key intermediates 23 , 24 , 28 , and 29 , respectively [ 47 , 63 ]. The CuAAC products, 25 – 27 , were obtained by treating the starting alkynyl isatins with organic azides (benzyl azide or ethyl 2-azidoacetate) in the presence of a capsule containing the capsule@IRA-120-Cu(0), without the presence of other additives.…”

“…The solvent was removed under reduced pressure. The residue was crystallized from ethanol to afford the title substituted N-propargyl isatins 23 or 24 [ 63 ].…”

Rational Design and Synthesis of Isatin‐Chalcone Hybrids Integrated with 1H‐1,2,3‐Triazole: Anti‐Proliferative Profiling and Molecular Docking Insights

“…Subsequently, these vinyl azides were reacted with propargylated isatins 4 using well-established protocols, as reported in the literature. [45,46] The target 1H-1,2,3-triazole-linked isatin-chalcone hybrids 5 were then obtained through a Cu-promoted azide-alkyne cycloaddition (CuAAC) reaction, involving reaction of appropriate precursors 3 and 4 as shown in Scheme 2. The progress of reaction was monitored using TLC, and upon completion of reaction, following the usual work-up procedures, the reaction mixture was subjected to column chromatography for purification.…”

New nitazoxanide derivatives: design, synthesis, biological evaluation, and molecular docking studies as antibacterial and antimycobacterial agents

“…The second pathway involved propargylation of the appropriate cyclic amine, 2-mercaptobenzothiazole or isatin derivative in the presence of potassium carbonate and DMF (Scheme 1) and afforded the propargylated derivatives (4f-4q) in 76-83% yield. [64][65][66][67][68][69][70] Finally, the target 1,2,3-triazoles (5a-5q) were obtained in 76-89% yield via Cu-catalyzed click cycloaddition of 3a with the alkyne or propargylated derivatives (4f-q) under standard conditions. All 5a-q were fully characterized using IR, 1 H-NMR, 13 C-NMR, ESI-MS and elemental analyses.…”

“…Synthesis of propargylated un/5-substituted isatins (4k-p). [67][68][69] To a solution of 5-(un)substituted isatin (3.36 mmol, 1 equivalent) in DMF (3 mL) was added K 2 CO 3 (1.39 g, 10.08 mmol, 3 equivalent) and the mixture was stirred for ¼ h, then propargyl bromide (80% wt in toluene, 0.6 mL, 4.04 mmol, 1.2 equivalent) was added and the reaction mixture was stirred at room temperature for 3 h. Upon addition of H 2 O (15 mL), the propargylated isatins were precipitated, filtered, washed with H 2 O and recrystallized from EtOH/H 2 O and air dried (% yield and melting points are listed in Table 5).…”